Process for the production of asymmetrical thioindigo compounds

Details Process for the production of asymmetrical thioindigo compounds Process for the production of asymmetrical thioindigo compounds

1980-07-14

1981-12-08

Brust, Joseph P.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549 45, 549 54, 549 55, 549 56, C07D33364

Patent

active

043049192

ABSTRACT:
The invention relates to asymmetrical thioindigo compounds of the formula I ##STR1## wherein at least one substituent R is different from a substituent R' and preferably at most three Rs or R's are different from hydrogen, e.g. the compound (I), wherein theRs and R's in the positions 4, 6, 7, 4', 6' and 7' are hydrogen, the R in position 5 is methyl and the R' in position 5' is --(CH.sub.2) OCOCH.sub.3. These compounds can be obtained by a novel process in simple and economic manner and in high purity by reacting a compound of the formula II ##STR2## (wherein X is halogen) with corresponding thiophenols, and cyclising the unsubstituted or substituted 2-thiophenyl-carboxymethylene-benzothiophen-3-ones thereby obtained. Some of the compounds of the formula I are known per se and they are used, inter alia, as disperse, melt spinning and pigment dyes.

REFERENCES:
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Rodd, et al., Chemistry of Carbon Compounds, vol. IV, part B, (1977), pp. 358-360.
Olah, Friedel-Crafts and Related Reactions, vol. III, (1965), pp. 578-581.
Houben-Weyl, vol. 7, No. 4, p. 39 (1968).
Fiat, 1313, II, p. 297, Feb. 1, 1948.

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